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. 2014 Jun 14;70(Pt 7):o768-9.
doi: 10.1107/S1600536814013269. eCollection 2014 Jul 1.

6-[(2-Methyl-phen-yl)sulfan-yl]-5-propyl-pyrimidine-2,4(1H,3H)-dione

Nadia G Haress  1 , Hazem A Ghabbour  1 , Ali A El-Emam  2 , C S Chidan Kumar  3 , Hoong-Kun Fun  4
Affiliations

6-[(2-Methyl-phen-yl)sulfan-yl]-5-propyl-pyrimidine-2,4(1H,3H)-dione

Nadia G Haress et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title pyrimidine-2,4-dione derivative, C14H16N2O2S, the dihedral angle between the six-membered rings is 77.81 (10)°. The mol-ecule is twisted about the Cp-S (p = pyrimidine) bond, with a C-S-C-N torsion angle of -59.01 (17)°. An intramolecular C-H⋯S hydrogen bond generates an S(5) ring motif. In the crystal, bifurcated acceptor N-H⋯O and C-H⋯O hydrogen bonds generate inversion-related dimers incorporating R 2 (1)(9) and R 2 (2)(8) loops. These dimers are connected into a chain extending along the a-axis direction by a second pair of inversion-related N-H⋯O hydrogen bonds, forming another R 2 (2)(8) loop. The crystal structure is further stabilized by weak inter-molecular C-H⋯π inter-actions, generating a three-dimensional network.

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Figures

Fig. 1.
Fig. 1.
The molecular structure of the title compound with atom labels and 30% probability displacement ellipsoids.
Fig. 2.
Fig. 2.
Crystal packing of the title compound, showing the hydrogen bonding interactions as dashed lines. H-atoms not involved in the hydrogen bonding are omited for clarity.
See this image and copyright information in PMC

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